HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
Ethanol → 4-(1,4-Dioxaspiro[4.5]dec-8-yl)-1,3-benzenediol
Beteiligte Stoffe
| Rolle | Name | HCID | Einwaage |
|---|---|---|---|
| Edukt | Ethanol | HCID 702 | — |
| Edukt | Tetrahydrofuran | HCID 8028 | — |
| Edukt | 5-(Benzyloxy)2-(1,4-dioxaspiro[4.5]dec-7-en-8-yl)phenol | HCID 11739240 | — |
| Katalysator | Palladium | HCID 23938 | — |
| Lösungsmittel | Dichloromethane | HCID 6344 | — |
| Produkt | 4-(1,4-Dioxaspiro[4.5]dec-8-yl)-1,3-benzenediol | HCID 9921257 | 95,2% |
Reaktionsschritte
A flask equipped with magnetic stirrer was charged with 5-(benzyloxy)-2-(1,4-dioxaspiro[4.5]dec-7-en-8-yl)phenol (14.5 g, 42.8 mmol) and tetrahydrofuran (50 ml) and ethanol (100 ml) and palladium (4.54 g, 10% on activated carbon) were added sequentially. The reaction vessel was then evacuated, placed under a hydrogen atmosphere and stirred vigorously for 24 hr. The reaction mixture was filtered through a celite plug, washing with ethyl acetate. The filtrate was concentrated in vacuo to give an off white solid. The crude solid was slurried in dichloromethane (200 ml), affording the title compound (10.2 g, 95%) as a white solid. m/z(ES+) 251(M+H+).
Herkunft & Nachweise
| DOI | 10.6084/m9.figshare.5104873.v1 |
|---|---|
| Patentnummer | US06852747B2 |
| Quelldatensatz | uspto-grants-2005_02 |
| ORD ID | ord-20dfcce9f0c546d8b9b04dcc962410fc |
| Quellennotiz | uspto-grants-2005_02 |